CN102953064B - Mannich base corrosion-inhibiting neutralizer and preparation method thereof - Google Patents
Mannich base corrosion-inhibiting neutralizer and preparation method thereof Download PDFInfo
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- CN102953064B CN102953064B CN201110238858.8A CN201110238858A CN102953064B CN 102953064 B CN102953064 B CN 102953064B CN 201110238858 A CN201110238858 A CN 201110238858A CN 102953064 B CN102953064 B CN 102953064B
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- China
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- mannich base
- ketone
- component
- neutralizing agent
- inhibition
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- 238000002360 preparation method Methods 0.000 title claims abstract description 22
- 238000005260 corrosion Methods 0.000 title abstract description 37
- 230000007797 corrosion Effects 0.000 title abstract description 36
- 230000002401 inhibitory effect Effects 0.000 title abstract 4
- 239000002585 base Substances 0.000 claims abstract description 80
- 230000005764 inhibitory process Effects 0.000 claims abstract description 67
- 230000003472 neutralizing effect Effects 0.000 claims abstract description 44
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 43
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 25
- 150000002576 ketones Chemical class 0.000 claims abstract description 19
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims abstract description 18
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims abstract description 18
- 239000002904 solvent Substances 0.000 claims abstract description 18
- 229920000768 polyamine Polymers 0.000 claims abstract description 16
- 150000001299 aldehydes Chemical class 0.000 claims abstract description 15
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 12
- 150000001412 amines Chemical class 0.000 claims abstract description 12
- 239000002994 raw material Substances 0.000 claims abstract description 10
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 claims abstract description 9
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims abstract description 9
- 229910021529 ammonia Inorganic materials 0.000 claims abstract description 9
- 238000006683 Mannich reaction Methods 0.000 claims abstract description 8
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 claims abstract description 7
- ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 claims abstract description 6
- BAVYZALUXZFZLV-UHFFFAOYSA-N Methylamine Chemical compound NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 claims abstract description 6
- 150000003335 secondary amines Chemical group 0.000 claims abstract description 6
- GETQZCLCWQTVFV-UHFFFAOYSA-N trimethylamine Chemical compound CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N 0.000 claims abstract description 6
- 239000003513 alkali Substances 0.000 claims abstract description 5
- 150000003141 primary amines Chemical group 0.000 claims abstract description 5
- QUSNBJAOOMFDIB-UHFFFAOYSA-N Ethylamine Chemical compound CCN QUSNBJAOOMFDIB-UHFFFAOYSA-N 0.000 claims abstract description 4
- HPNMFZURTQLUMO-UHFFFAOYSA-N diethylamine Chemical compound CCNCC HPNMFZURTQLUMO-UHFFFAOYSA-N 0.000 claims abstract description 3
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical group O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims description 24
- 238000006243 chemical reaction Methods 0.000 claims description 16
- -1 alicyclic ketone Chemical class 0.000 claims description 10
- ZIXLDMFVRPABBX-UHFFFAOYSA-N 2-methylcyclopentan-1-one Chemical group CC1CCCC1=O ZIXLDMFVRPABBX-UHFFFAOYSA-N 0.000 claims description 8
- 239000002253 acid Substances 0.000 claims description 8
- BGTOWKSIORTVQH-UHFFFAOYSA-N cyclopentanone Chemical compound O=C1CCCC1 BGTOWKSIORTVQH-UHFFFAOYSA-N 0.000 claims description 8
- 238000003756 stirring Methods 0.000 claims description 7
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 6
- 125000003118 aryl group Chemical group 0.000 claims description 5
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 5
- 238000002156 mixing Methods 0.000 claims description 5
- 239000003960 organic solvent Substances 0.000 claims description 5
- PPTKUTYPOKHBTL-UHFFFAOYSA-N 2-ethylcyclopentan-1-one Chemical group CCC1CCCC1=O PPTKUTYPOKHBTL-UHFFFAOYSA-N 0.000 claims description 4
- XERALSLWOPMNRJ-UHFFFAOYSA-N 3-ethylcyclopentan-1-one Chemical group CCC1CCC(=O)C1 XERALSLWOPMNRJ-UHFFFAOYSA-N 0.000 claims description 4
- MQWCXKGKQLNYQG-UHFFFAOYSA-N 4-methylcyclohexan-1-ol Chemical group CC1CCC(O)CC1 MQWCXKGKQLNYQG-UHFFFAOYSA-N 0.000 claims description 4
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims description 4
- NSOXQYCFHDMMGV-UHFFFAOYSA-N Tetrakis(2-hydroxypropyl)ethylenediamine Chemical compound CC(O)CN(CC(C)O)CCN(CC(C)O)CC(C)O NSOXQYCFHDMMGV-UHFFFAOYSA-N 0.000 claims description 4
- 150000008365 aromatic ketones Chemical group 0.000 claims description 4
- CGZZMOTZOONQIA-UHFFFAOYSA-N cycloheptanone Chemical compound O=C1CCCCCC1 CGZZMOTZOONQIA-UHFFFAOYSA-N 0.000 claims description 4
- RXKJFZQQPQGTFL-UHFFFAOYSA-N dihydroxyacetone Chemical compound OCC(=O)CO RXKJFZQQPQGTFL-UHFFFAOYSA-N 0.000 claims description 4
- 239000000463 material Substances 0.000 claims description 4
- 229910052757 nitrogen Inorganic materials 0.000 claims description 4
- 230000035484 reaction time Effects 0.000 claims description 4
- 238000013019 agitation Methods 0.000 claims description 3
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 claims description 3
- 229910052500 inorganic mineral Inorganic materials 0.000 claims description 3
- 239000011707 mineral Substances 0.000 claims description 3
- VILCJCGEZXAXTO-UHFFFAOYSA-N 2,2,2-tetramine Chemical compound NCCNCCNCCN VILCJCGEZXAXTO-UHFFFAOYSA-N 0.000 claims description 2
- VGVHNLRUAMRIEW-UHFFFAOYSA-N 4-methylcyclohexan-1-one Chemical group CC1CCC(=O)CC1 VGVHNLRUAMRIEW-UHFFFAOYSA-N 0.000 claims description 2
- RPNUMPOLZDHAAY-UHFFFAOYSA-N Diethylenetriamine Chemical compound NCCNCCN RPNUMPOLZDHAAY-UHFFFAOYSA-N 0.000 claims description 2
- 229930040373 Paraformaldehyde Natural products 0.000 claims description 2
- 150000001875 compounds Chemical class 0.000 claims description 2
- 235000010299 hexamethylene tetramine Nutrition 0.000 claims description 2
- 229920006324 polyoxymethylene Polymers 0.000 claims description 2
- FAGUFWYHJQFNRV-UHFFFAOYSA-N tetraethylenepentamine Chemical compound NCCNCCNCCNCCN FAGUFWYHJQFNRV-UHFFFAOYSA-N 0.000 claims description 2
- 229960001124 trientine Drugs 0.000 claims description 2
- 238000010792 warming Methods 0.000 claims description 2
- 238000000034 method Methods 0.000 abstract description 13
- 229910052751 metal Inorganic materials 0.000 abstract description 6
- 239000002184 metal Substances 0.000 abstract description 6
- 230000000694 effects Effects 0.000 abstract description 4
- 238000001179 sorption measurement Methods 0.000 abstract description 4
- 238000012545 processing Methods 0.000 abstract description 2
- 231100000331 toxic Toxicity 0.000 abstract description 2
- 230000002588 toxic effect Effects 0.000 abstract description 2
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 abstract 1
- 125000000468 ketone group Chemical group 0.000 description 18
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 17
- 239000003112 inhibitor Substances 0.000 description 17
- 239000003921 oil Substances 0.000 description 11
- 230000020477 pH reduction Effects 0.000 description 10
- 239000010779 crude oil Substances 0.000 description 8
- 239000007789 gas Substances 0.000 description 8
- MTNDZQHUAFNZQY-UHFFFAOYSA-N imidazoline Chemical compound C1CN=CN1 MTNDZQHUAFNZQY-UHFFFAOYSA-N 0.000 description 7
- KWOLFJPFCHCOCG-UHFFFAOYSA-N Acetophenone Chemical compound CC(=O)C1=CC=CC=C1 KWOLFJPFCHCOCG-UHFFFAOYSA-N 0.000 description 6
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 6
- 125000002723 alicyclic group Chemical group 0.000 description 6
- 238000005516 engineering process Methods 0.000 description 6
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 5
- 239000000203 mixture Substances 0.000 description 5
- RREANTFLPGEWEN-MBLPBCRHSA-N 7-[4-[[(3z)-3-[4-amino-5-[(3,4,5-trimethoxyphenyl)methyl]pyrimidin-2-yl]imino-5-fluoro-2-oxoindol-1-yl]methyl]piperazin-1-yl]-1-cyclopropyl-6-fluoro-4-oxoquinoline-3-carboxylic acid Chemical compound COC1=C(OC)C(OC)=CC(CC=2C(=NC(\N=C/3C4=CC(F)=CC=C4N(CN4CCN(CC4)C=4C(=CC=5C(=O)C(C(O)=O)=CN(C=5C=4)C4CC4)F)C\3=O)=NC=2)N)=C1 RREANTFLPGEWEN-MBLPBCRHSA-N 0.000 description 4
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 4
- UAEPNZWRGJTJPN-UHFFFAOYSA-N methylcyclohexane Chemical group CC1CCCCC1 UAEPNZWRGJTJPN-UHFFFAOYSA-N 0.000 description 4
- HNNQYHFROJDYHQ-UHFFFAOYSA-N 3-(4-ethylcyclohexyl)propanoic acid 3-(3-ethylcyclopentyl)propanoic acid Chemical compound CCC1CCC(CCC(O)=O)C1.CCC1CCC(CCC(O)=O)CC1 HNNQYHFROJDYHQ-UHFFFAOYSA-N 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 3
- 229910000831 Steel Inorganic materials 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 150000001298 alcohols Chemical class 0.000 description 3
- 229910052799 carbon Inorganic materials 0.000 description 3
- 239000002131 composite material Substances 0.000 description 3
- 238000009833 condensation Methods 0.000 description 3
- 230000005494 condensation Effects 0.000 description 3
- PAFZNILMFXTMIY-UHFFFAOYSA-N cyclohexylamine Chemical compound NC1CCCCC1 PAFZNILMFXTMIY-UHFFFAOYSA-N 0.000 description 3
- 238000011161 development Methods 0.000 description 3
- 238000005265 energy consumption Methods 0.000 description 3
- 238000005530 etching Methods 0.000 description 3
- 238000011156 evaluation Methods 0.000 description 3
- 238000011049 filling Methods 0.000 description 3
- 229910052742 iron Inorganic materials 0.000 description 3
- 230000000116 mitigating effect Effects 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- 239000010959 steel Substances 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical compound S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 description 2
- 239000004593 Epoxy Substances 0.000 description 2
- KRHYYFGTRYWZRS-UHFFFAOYSA-N Fluorane Chemical compound F KRHYYFGTRYWZRS-UHFFFAOYSA-N 0.000 description 2
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
- VKEQBMCRQDSRET-UHFFFAOYSA-N Methylone Chemical compound CNC(C)C(=O)C1=CC=C2OCOC2=C1 VKEQBMCRQDSRET-UHFFFAOYSA-N 0.000 description 2
- 230000000274 adsorptive effect Effects 0.000 description 2
- SMWDFEZZVXVKRB-UHFFFAOYSA-N anhydrous quinoline Natural products N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 150000001721 carbon Chemical group 0.000 description 2
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 2
- 230000001276 controlling effect Effects 0.000 description 2
- 238000011033 desalting Methods 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- 230000007062 hydrolysis Effects 0.000 description 2
- 238000006460 hydrolysis reaction Methods 0.000 description 2
- 150000002461 imidazolidines Chemical class 0.000 description 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 2
- GYNNXHKOJHMOHS-UHFFFAOYSA-N methyl-cycloheptane Natural products CC1CCCCCC1 GYNNXHKOJHMOHS-UHFFFAOYSA-N 0.000 description 2
- 235000010755 mineral Nutrition 0.000 description 2
- UHOVQNZJYSORNB-UHFFFAOYSA-N monobenzene Natural products C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 2
- 239000012452 mother liquor Substances 0.000 description 2
- 239000003129 oil well Substances 0.000 description 2
- 150000002989 phenols Chemical class 0.000 description 2
- 239000004814 polyurethane Substances 0.000 description 2
- 229920002635 polyurethane Polymers 0.000 description 2
- 238000007670 refining Methods 0.000 description 2
- 239000011780 sodium chloride Substances 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- 239000002569 water oil cream Substances 0.000 description 2
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 1
- 229910000926 A-3 tool steel Inorganic materials 0.000 description 1
- 229910000975 Carbon steel Inorganic materials 0.000 description 1
- UCKMPCXJQFINFW-UHFFFAOYSA-N Sulphide Chemical compound [S-2] UCKMPCXJQFINFW-UHFFFAOYSA-N 0.000 description 1
- CKUAXEQHGKSLHN-UHFFFAOYSA-N [C].[N] Chemical group [C].[N] CKUAXEQHGKSLHN-UHFFFAOYSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 150000001348 alkyl chlorides Chemical class 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 125000003368 amide group Chemical group 0.000 description 1
- 239000012752 auxiliary agent Substances 0.000 description 1
- KCXMKQUNVWSEMD-UHFFFAOYSA-N benzyl chloride Chemical compound ClCC1=CC=CC=C1 KCXMKQUNVWSEMD-UHFFFAOYSA-N 0.000 description 1
- 229940073608 benzyl chloride Drugs 0.000 description 1
- 239000010962 carbon steel Substances 0.000 description 1
- 238000003889 chemical engineering Methods 0.000 description 1
- 239000011651 chromium Substances 0.000 description 1
- QSWDMMVNRMROPK-UHFFFAOYSA-K chromium(3+) trichloride Chemical class [Cl-].[Cl-].[Cl-].[Cr+3] QSWDMMVNRMROPK-UHFFFAOYSA-K 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 230000007812 deficiency Effects 0.000 description 1
- 150000004985 diamines Chemical class 0.000 description 1
- 238000006471 dimerization reaction Methods 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 235000019253 formic acid Nutrition 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 125000001188 haloalkyl group Chemical group 0.000 description 1
- 229910000037 hydrogen sulfide Inorganic materials 0.000 description 1
- 238000005984 hydrogenation reaction Methods 0.000 description 1
- 125000002632 imidazolidinyl group Chemical group 0.000 description 1
- 229910017053 inorganic salt Inorganic materials 0.000 description 1
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 1
- 239000011499 joint compound Substances 0.000 description 1
- 150000002632 lipids Chemical class 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- 239000012528 membrane Substances 0.000 description 1
- 238000006386 neutralization reaction Methods 0.000 description 1
- 125000004433 nitrogen atom Chemical group N* 0.000 description 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
- 231100000252 nontoxic Toxicity 0.000 description 1
- 230000003000 nontoxic effect Effects 0.000 description 1
- 230000001473 noxious effect Effects 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- NLKNQRATVPKPDG-UHFFFAOYSA-M potassium iodide Chemical class [K+].[I-] NLKNQRATVPKPDG-UHFFFAOYSA-M 0.000 description 1
- 235000007715 potassium iodide Nutrition 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 150000003222 pyridines Chemical class 0.000 description 1
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 239000005871 repellent Substances 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 230000035939 shock Effects 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 230000002194 synthesizing effect Effects 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- 238000005292 vacuum distillation Methods 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C23—COATING METALLIC MATERIAL; COATING MATERIAL WITH METALLIC MATERIAL; CHEMICAL SURFACE TREATMENT; DIFFUSION TREATMENT OF METALLIC MATERIAL; COATING BY VACUUM EVAPORATION, BY SPUTTERING, BY ION IMPLANTATION OR BY CHEMICAL VAPOUR DEPOSITION, IN GENERAL; INHIBITING CORROSION OF METALLIC MATERIAL OR INCRUSTATION IN GENERAL
- C23F—NON-MECHANICAL REMOVAL OF METALLIC MATERIAL FROM SURFACE; INHIBITING CORROSION OF METALLIC MATERIAL OR INCRUSTATION IN GENERAL; MULTI-STEP PROCESSES FOR SURFACE TREATMENT OF METALLIC MATERIAL INVOLVING AT LEAST ONE PROCESS PROVIDED FOR IN CLASS C23 AND AT LEAST ONE PROCESS COVERED BY SUBCLASS C21D OR C22F OR CLASS C25
- C23F11/00—Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent
- C23F11/06—Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent in markedly alkaline liquids
Landscapes
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Mechanical Engineering (AREA)
- Metallurgy (AREA)
- Organic Chemistry (AREA)
- Preventing Corrosion Or Incrustation Of Metals (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention relates to a Mannich base corrosion inhibition neutralizer and a preparation method thereof; the corrosion-inhibiting agent is prepared by combining 10-40% of a multi-branched Mannich base corrosion-inhibiting component, 10-40% of a neutralizing component and the balance of a solvent, based on the total weight of the Mannich base corrosion-inhibiting neutralizing agent; the multi-branched Mannich base corrosion inhibition component comprises raw materials of ketone, aldehyde and organic polyamine in a molar ratio of (3-7) to 1; the mannich reaction is carried out on organic polyamine containing at least three primary amine groups or secondary amine groups, ketone and aldehyde to prepare the amine-containing ketone; the neutralizing component is one or more than two of inorganic alkali NaOH, KOH and ammonia, or low molecular weight organic amine methylamine, ethylamine, ethylenediamine, dimethylamine, trimethylamine, diethylamine and triethylamine; the solvent is one or more than two of water, low molecular methanol and ethanol which can be mutually dissolved with water; the synthetic process is simple, has double effects of neutralizing and film forming, strong adsorption force on the metal surface, simple and convenient operation, and no toxic or side effect in subsequent processing.
Description
Technical field
The present invention relates to a kind of Mannich base inhibition neutralizing agent and preparation method thereof, the branchedization Mannich base inhibition component that is particularly build by space structure with in and the composite water-soluble Mannich base inhibition neutralizing agent forming of component, the inhibition that is applied to oil refining apparatus is anticorrosion.
Background technology
In the last few years, along with crude oil foreign matter content increases and the continuous expansion of high-sulfur crude oil with high acid value amount of finish gradually, the etching problem of atmospheric and vacuum distillation unit was on the rise, affected water distilling apparatus long-term operation.No matter process which kind of crude oil, low temperature corrosion all occurs in distillation tower top and condenser system, all belongs to HCl-H
2s-H
2the corrosion of O system.Its corrosive medium main source first is the inorganic salt in crude oil, mainly comprises NaCl, CaCl
2, MgCl
2.Although NaCl was hydrolyzed 300 DEG C of following being difficult for, CaCl wherein
2, MgCl
2but be very easily hydrolyzed, produce HCl gas.The HCl that hydrolysis generates, along with oil gas rises to tower top condensing system together, when water vapour reaches dew point and while being condensed into condensed water, HCl gas can be dissolved in and wherein form hydrochloric acid, and metal is produced to strong corrosion; The secondth, the H in crude oil
2s and the H generating under the condition such as high temperature, hydrogenation at Crude Oil Processing medium sulphide content
2s.
Refinery is for HCl-H
2s-H
2the basic means of defence of O system corrosion is to take " de-three notes " technique, takes crude oil desalting, tower top water filling, note ammonia or organic amine, note inhibiter technique.It is simple, the effective method being widely adopted that overhead system adopts note anti-corrosion.After note ammonia, water filling, although corrosion of equipment can greatly improve, but still the problem existing and former because:
(1) note ammonia be in and hydrogen sulfide, regulate the pH value of water of condensation, its reaction is: NH
3+ H
2s → NH
4hS, can slowing down corrosion, can be by the system of taking out of in the time of lower concentration.But the NH generating
4hS can generate precipitation in the time that concentration is high, not only can affect heat transfer efficiency, causes that pipeline stops up, and can cause serious underdeposit corrosion.Simultaneously because ammonia is in the working pressure 58.8kPa(of condenser system gauge pressure) and 105 DEG C of temperature at water in only 0.98% (mass) of saturation concentration, the service temperature of tower top is under the condition of 125～140 DEG C, its solubleness declines greatly, most of ammonia is in gas phase, to the H in tower top steam initial set district
2s neutralising capacity declines.Therefore, have the H of a small amount of HCl and 70-80%
2s is not neutralized and etching apparatus.Due to the NH generating in the medium for nearly neutrality in pH value
4hS without shock absorption, so be difficult to accurately the pH value of water of condensation is controlled between 6.0～7.5, easily causes the pH value fluctuation of water of condensation to the pH value of medium, and equipment metal is produced to corrosion.
(2) water filling is in order to dissolve NH
4hS precipitates, prevents that pipeline from stopping up and underdeposit corrosion occurs, but NH
4after HS hydrolysis, can continue again corroding metal, its reaction is as follows:
(3) note inhibiter is in order to form protective membrane in metallic surface; thereby avoid corrosive medium to contact and avoid metallic corrosion with metallic surface; as inhibiter Neovadine-18,4502(alkyl chloride yl pyridines), PS-31 etc.; but due to poorly water-soluble, do not mate etc. in metallic surface film forming difficulty or PH values, its corrosion mitigating effect is also bad.
At present, both at home and abroad for HCl-H
2s-H
2the deficiency of O system corrosion " de-three notes " technology, develops " a de-note " technology, i.e. crude oil desalting, tower top note inhibition neutralizing agent technology.
About the existing document of inhibition neutralizing agent and patent report mainly contain:
In CN109178IA, introduced a kind of oil-soluble inhibitor, adopting naphthenic acid imidazoline diamide Soxylat A 25-7 is that raw material obtains through hydrochloric acid quaternary ammonium reaction.CN116330IA disclose a kind of with naphthenic acid imidazoline diamide Soxylat A 25-7 be the oil well acidation water soluble rust inhibitor that raw material obtains through hydrochloric acid quaternary ammonium reaction.US3510282, US3827874 also reported a kind of by organic acid as lipid acid, with substituent di-carboxylic acid and the synthetic imidazoline inhibitor of polyamines.CN1566402A has also reported a kind of water soluble corrosion inhibition neutralizing agent, taking naphthenic acid imidazoline Soxylat A 25-7, neutralizing agent, solvent as composition, and the varsol such as wherein neutralizing agent is mineral alkali, ammonia or low-molecular weight amines, and solvent is benzene,toluene,xylene.
About document and the patent report of Mannich inhibiter mainly contain:
Duan Xiaoyun, Li Pengjiang is taking formaldehyde, hexahydroaniline, methyl phenyl ketone as main raw material, utilize the synthetic Mannich bases inhibiter of Mannich reaction, formaldehyde, hexahydroaniline, the impact [Duan Xiaoyun of the each proportioning raw materials of methyl phenyl ketone on synthetic Mannich bases inhibiter corrosion inhibition are studied, Li Pengjiang. the synthetic research of a kind of Mannich bases inhibiter. Chemical Engineering Technology and exploitation .2008,37 (9): 11-12]; Document " the synthetic and performance of YZ-1 acidification corrosion inhibitor " has been reported a kind of taking formaldehyde, acetone and quadrol as raw material, reacts synthetic Mannich base acidification corrosion inhibitor YZ-1 through Mannich.In hydrochloric acid, hydrofluoric acid and mud acid, all there is good corrosion mitigating effect.Its temperature tolerance up to 150 DEG C [Mo Zhibing, waits the synthetic and performance of .YZ-1 acidification corrosion inhibitor for Zheng Haihong, Li Jianbo. For Petrochemical Corrosion and protection .2008,25 (4): 8-10], the Tian Faguo of Southwest Petrol University, Li Jianbo, Yan Zilin, Deng with formaldehyde, methyl phenyl ketone, quadrol is main raw material, make Mannich base by Mannich reaction, carry out the quaternized Mannich base quaternary ammonium salt that obtains with Benzyl Chloride again, gained corrosion inhibitor product is acid-soluble better, good with other acidizing additive compatiblenesies, nontoxic, energy high temperature resistance, in different acid solutions, all show good corrosion inhibition [Tian Faguo, Li Jianbo, Yan Zilin, Deng. the preparation and property evaluation of a kind of Novel oil well high-temperature acidification corrosion inhibitor SYB. oil and gas chemical industry .2009, 38 (5): 426-429], a kind of low cost Mannich base that utilizes hexahydroaniline development reported in " a kind of development of Mannich base type hcl acidifying inhibiter " literary composition.This Mannich base can be used as the host of acidification of oil gas well inhibiter, corrosion test shows, at 60 DEG C, in 20% technical hydrochloric acid, only need add 0.5%, can meet the requirement [Wang Jingguang of acidification corrosion inhibitor first grade in oil and gas industry standard, in Hongjiang, Li Qianding. a kind of development of Mannich base type hcl acidifying inhibiter. Xi'an Petroleum University's journal: natural science edition .2007,22 (3): 77-79]; Chinese patent CN100577877C discloses a kind of method and iron and steel inhibitor mother liquor of synthesizing mannich alkali iron and steel inhibitor mother liquor, the method is in water medium, to pass through the Mannich reaction of secondary amine, aldehyde and alkyl, cycloalkyl, aromatic base or haloalkyl, cycloalkyl, aromatic base ketone, prepares iron and steel inhibiter; CN101451242A " a kind of for the high-temperature acidification corrosion inhibitor containing Cr oil pipe " discloses a kind of acidification corrosion inhibitor, its host A consists of: 25 parts～35 parts quinoline quaternary ammonium salts or quinoline quaternary ammonium salt, 5 parts～10 parts potassiumiodides and 40 parts～60 parts organic solvent methyl alcohol or formaldehyde.Auxiliary agent B consists of: 30 parts～50 parts Mannich bases, 15 parts～35 parts propiolic alcohols, 5 parts～15 parts chromium chlorides and 20 parts～35 parts formaldehyde.A when use: B=2～1.5: 1; CN1761715A has synthesized the Mannich base type solidifying agent of epoxy systems or polyurethane system with phenolic compound, formaldehyde and at least one polyamines, for making the phenolic compound not residual product environment friendly that causes of complete reaction of trying one's best poor, in patent, adopt excessive amine; The disclosed patent of CN101182296A has also been reported a kind of solidifying agent for epoxy systems or polyurethane system, and method is to synthesize by Mannich reaction based on dimerization pimelinketone, formaldehyde and at least one polyamines, takes equally the excessive proportioning raw materials of amine.
In prior art, inhibition neutralizing agent is by inhibiter and neutralizing agent is composite forms, and inhibiter is tetrahydroglyoxaline or imidazolidine derivatives.At present, all there are some defects in the actual imidazoline type inhibition neutralizing agent using: the consumption having is higher, and inhibition efficiency is on the low side, causes carbon steel to occur spot corrosion; Some sour gas can not get effectively neutralization and have foul smell; Some solubility properties are poor, while often causing inhibiter line of pipes and nozzle injecting, stop up; Some inhibitor effectivenesses are high, but function singleness is made troubles to execute-in-place; Particularly imidazoline inhibitor synthesis technique complexity, energy consumption are high, and imidazoline inhibitor relative molecular weight is large, lipophilicity group is large, easily causes tower top condensing system oil-water emulsion, cannot normally cut liquid operation; In prior art its material molar ratio of Mannich inhibiter be ketone, aldehyde, amine (monoamine) for 1:1:1 or ketone, aldehyde, amine (diamines) be 2:2:1, therefore, the Mannich base obtaining is linear structure, main high temperature acidified etc. as acidification of oil field, acidification of oil gas well, oil pipe, for the branchedization Mannich base inhibition component that is build by space structure with in and component is composite forms, the water-soluble Mannich base inhibition of the inhibition rot-resistant neutralizing agent that is applied to oil refining apparatus, there is no bibliographical information at present.
Summary of the invention
The object of the present invention is to provide a kind of inhibition neutralizing agent of preparing taking Mannich base as inhibition component.Be by Mannich base inhibition component, in and component and solvent composition.
Another object of the present invention is to be to provide a kind of preparation method of Mannich base inhibition neutralizing agent, be by 10～40% branchedization Mannich base inhibition component, 10～40% in and the solvent blending of component and surplus form.This preparation technology is simple, reaction conditions gentleness, and energy consumption is little.
One of technical scheme provided by the invention is Mannich base inhibition neutralizing agent, and it is in Mannich base inhibition neutralizing agent gross weight, branchedization Mannich base inhibition component by 10～40%, 10～40% in and the solvent composition of component and surplus.
Described Mannich base inhibition component, its structure is space structure, is many branched structures of the bodily form, structure is as follows:
The Mannich base inhibitor structure of branchedization
Be to make through Mannich reaction with ketone, aldehyde and the organic polyamine that contains more than three primary amine groups and (or) secondary amine, and its material molar ratio is: ketone: aldehyde: organic polyamine=X
1: X
2: 1, wherein X
1>2, X
2>2, makes on organic polyamine at least three primary amine groups or secondary amine carry out Mannich reaction with ketone, aldehyde respectively and makes.
Wherein: N
1, N
x, N
y, N
m, N
nfor the nitrogen-atoms on carbon nitrogen skeleton, x, y, m, n is its serial number, 2≤x≤m≤y≤n-1, and 3≤n≤7;
R
1, R
m, R
nfor the substituting group of the reactive hydrogen on the carbon atom being connected with carbonyl in raw ketone after being substituted, can be respectively fatty ketone group, alicyclic ring ketone group, fragrant ketone group.In ring in alicyclic ring ketone group, ketone group comprises hexamethylene ketone group, cyclopentanone base, adjacent methyl cyclohexane ketone group, p-methylcyclohexanol base, 2-methyl-cyclopentanone base, 2-ethyl cyclopentanone base, 3-ethyl cyclopentanone base; Fat ketone group, fragrant ketone group and other alicyclic ring ketone group can be expressed as following formula:
R
x, R
y, can be H, or
R ' is the substituting group after the reactive hydrogen on the carbon atom being connected with carbonyl in raw ketone is substituted, and can be respectively fatty ketone group, alicyclic ring ketone group, fragrant ketone group.In ring in alicyclic ring ketone group, ketone group comprises hexamethylene ketone group, cyclopentanone base, adjacent methyl cyclohexane ketone group, p-methylcyclohexanol base, 2-methyl-cyclopentanone base, 2-ethyl cyclopentanone base, 3-ethyl cyclopentanone base; Fat ketone group, fragrant ketone group and other alicyclic ring ketone group can be expressed as following formula:
Above-mentioned R
2and R
3independently represent separately C
1～C
6alkyl, C
6～C
9the aromatic base of straight or branched, C
5～C
9the cycloalkyl of straight or branched;
Described aldehyde is formaldehyde or the compound polyoxymethylene that can dissociate formaldehyde, is preferably formaldehyde.
Described ketone is that a kind of or any two or more combination of components in aliphatic ketone, alicyclic ketone, aromatic ketone forms.Alicyclic ketone, in its ring, ketone comprises pimelinketone, cyclopentanone, suberone, adjacent methylcyclohexanone, p-methylcyclohexanol, 2-methyl-cyclopentanone, 2-ethyl cyclopentanone, 3-ethyl cyclopentanone; Aliphatic ketone, aromatic ketone and other alicyclic ketone can be expressed as following formula:
Wherein R
2and R
3independently represent separately C
1～C
6alkyl, C
6～C
9the aromatic base of straight or branched, C
5～C
9the cycloalkyl of straight or branched.
Described organic polyamine is the organic compound that contains three and above primary amine groups and (or) secondary amine, is that one or more combination of components in diethylenetriamine, triethylene tetramine, tetraethylene pentamine, five ethene hexamines, six ethene seven amine form.
In described and component be mineral alkali NaOH, KOH, ammonia, or one or more combination of components in low-molecular weight amines methylamine, ethamine, quadrol, dimethylamine, Trimethylamine 99, diethylamine, triethylamine form.
Low mass molecule alcohol class methyl alcohol, one or more combination of components of ethanol that described solvent is water, can dissolve each other with water form.
Two of technical scheme provided by the invention is preparation methods of Mannich base inhibition neutralizing agent, its preparation process is: the Mannich base inhibition component that accounts for Mannich base inhibition neutralizing agent weight percent 10～40% is warming up to after 40～50 DEG C, under normal pressure, one or more components in adding while stirring that to account for Mannich base inhibition neutralizing agent weight percent be 10～40% and in component, account for the solvent that Mannich base inhibition neutralizing agent weight percent is 20～80% and concoct, mixing time 1～3h.
Branchedization Mannich base inhibition component in described Mannich base inhibition neutralizing agent; its preparation method is: 3～7 moles of ketone, 3～7 moles of aldehyde are added to reactor; with acid for adjusting pH value to 2～6; controlling temperature is 20～50 DEG C; stir after 20～30 minutes; under agitation condition; add 1 mole of organic polyamine and organic solvent; control 60～90 DEG C of temperature; reaction times is 1～3 hour, after completion of the reaction, under nitrogen protection, system is heated to 110 DEG C; remove reaction water, obtain Mannich base inhibition component.
In the preparation feedback process of branchedization Mannich base inhibition component, add methyl alcohol, ethanol, a kind of organic solvent in sherwood oil, preferred solvent is ethanol.
Regulating the acid used of pH value process is the one in hydrochloric acid, formic acid, acetic acid, is preferably hydrochloric acid.
The present invention adopts above technical scheme, compared with prior art, has the following advantages:
At present, refinery HCl-H
2s-H
2the inhibiter of the anticorrosion use of O system is imidazolidine derivatives, and one end of the nitrogenous polar group in imidazolidine derivatives can be adsorbed on metallic surface, and the long-chain non-polar group one end in molecule forms water-repellent layer on metallic surface.Its preparation process is used the larger solvent (as dimethylbenzene) of toxicity; Preparation 1mol tetrahydroglyoxaline need remove 2mol water, temperature of reaction high (needing >200 DEG C), and energy consumption is high; In addition, because tetrahydroglyoxaline molecular weight is relatively large, lipophilic group is larger, very easily causes oil-water emulsion problem.The Mannich base inhibition neutralizing agent that the present invention is prepared, synthesis technique is simple, in having concurrently and film forming double effects.Its inhibition component makes full use of organic polyamine and carries out the functional group's grafting on multiple amidos, obtain the Mannich base inhibition component of the branchedization space bodily form, increased the adsorption center of products therefrom, can form multipoint adsorption with metallic surface, the adsorption film forming is firm, and adsorptive power is strong.Simultaneously, space bodily form Mannich base inhibition component molecular chain length is greater than linear Mannich base of the prior art, when metal wall has been etched or when metal wall is not only clean, space bodily form Mannich base shows as bridge joint or polymolecular is wound around bridge joint, can show good corrosion mitigating effect.Therefore, the Mannich base inhibition neutralizing agent of preparing taking it as inhibition component, has overcome in prior art inhibiter adsorption center few, and adsorption group is single, the shortcoming not strong with metallic surface adsorptive power.Mannich base inhibition neutralizing agent preparation process is not used noxious solvent, temperature of reaction is low, the reaction times is short, do not produce the three wastes, cost is low.On-the-spot use is simple and convenient, without toxic side effect, can meet refinery's device requirement for anticorrosion to following process.
Embodiment
The present invention is not subject to the restriction of following embodiment, can determine concrete embodiment according to technical scheme of the present invention and practical situation.
The preparation of Mannich base inhibition neutralizing agent and evaluation embodiment:
Inhibiter assessing terms: 85 DEG C of corrosion temperatures, corrosive medium: 1000mg/L HCl, etching time: 4 hours, corrosion material: A3 steel, inhibition neutralizing agent dosage: 50
μg/g.
The composition of Mannich base inhibition neutralizing agent and evaluation embodiment
The preparation process of the Mannich base inhibition neutralizing agent in upper table is that 3～7 moles of ketone, 3～7 moles of aldehyde are added to reactor, with acid for adjusting pH value to 2～6, controlling temperature is 20～50 DEG C, stirs after 20～30 minutes, under agitation condition, add 1 mole of organic polyamine and organic solvent, control 60～90 DEG C of temperature, the reaction times is 1～3 hour, after completion of the reaction, under nitrogen protection, system is heated to 110 DEG C, removes reaction water, obtain Mannich base inhibition component; Mannich base inhibition component is heated to after 40～50 DEG C, and under normal pressure, in adding while stirring, with component and solvent blending, mixing time 1～3h, obtains Mannich base inhibition neutralizing agent sample;
Low mass molecule alcohol class methyl alcohol, one or more combination of components of ethanol that solvent is water, can dissolve each other with water form.
For the inhibition component in embodiment 1～10, in and component and solvent, can add sequentially in proportion in no particular order in stirring tank.
Above technical characterictic has formed embodiments of the invention, and it has stronger adaptability and implementation result preferably, can increase and decrease according to actual needs non-essential technical characterictic, meets the demand of different situations.
Claims (6)
1. a Mannich base inhibition neutralizing agent, is characterized in that: in Mannich base inhibition neutralizing agent gross weight, branchedization Mannich base inhibition component by 10～40%, 10～40% in and the solvent of component and surplus combine;
Described branchedization Mannich base inhibition component, its material molar ratio is ketone: aldehyde: organic polyamine=(3～7): (3～7): 1; Carrying out Mannich reaction by the organic polyamine that contains at least three primary amine groups or secondary amine and ketone, aldehyde makes;
In described and component be mineral alkali NaOH, KOH, ammonia, or one or more component groups in low-molecular weight amines methylamine, ethamine, quadrol, dimethylamine, Trimethylamine 99, diethylamine, triethylamine;
One or more components in low molecule methyl alcohol, ethanol that described solvent is water, can dissolve each other with water.
2. a preparation method for Mannich base inhibition neutralizing agent claimed in claim 1, is characterized in that:
(1) preparation of branchedization Mannich base inhibition component: 3～7 moles of ketone, 3～7 moles of aldehyde are added in reactor, with acid for adjusting pH value to 2～6, controlling temperature is 20～50 DEG C, stirs after 20～30 minutes, under agitation condition, add 1 mole of organic polyamine and organic solvent, control 60～90 DEG C of temperature, the reaction times is 1～3 hour, after completion of the reaction, under nitrogen protection, system is heated to 110 DEG C, removes reaction water, obtain branchedization Mannich base inhibition component;
(2) the branchedization Mannich base inhibition component that accounts for Mannich base inhibition neutralizing agent weight percent 10～40% is warming up to after 40～50 DEG C, under normal pressure, one or more components in adding while stirring that to account for Mannich base inhibition neutralizing agent weight percent be 10～40% and in component, account for the solvent that inhibition neutralizing agent weight percent is 20～80% and concoct, mixing time 1～3h.
3. the preparation method of Mannich base inhibition neutralizing agent according to claim 2, it is characterized in that: described branchedization Mannich base inhibition component, the ketone in reaction raw materials is that one or more combination of components in aliphatic ketone, alicyclic ketone, aromatic ketone form.
4. the preparation method of Mannich base inhibition neutralizing agent according to claim 3, is characterized in that: the alicyclic ketone in described reaction raw materials comprises pimelinketone, cyclopentanone, suberone, adjacent methylcyclohexanone, p-methylcyclohexanol, 2-methyl-cyclopentanone, 2-ethyl cyclopentanone, 3-ethyl cyclopentanone; Aliphatic ketone, aromatic ketone and other alicyclic ketone, be expressed as following formula:
Wherein R
2and R
3independently represent separately C
1～C
6alkyl, C
6～C
9the aromatic base of straight or branched, C
5～C
9the cycloalkyl of straight or branched.
5. the preparation method of Mannich base inhibition neutralizing agent according to claim 2, is characterized in that: described aldehyde is formaldehyde or the compound polyoxymethylene that can dissociate formaldehyde.
6. the preparation method of Mannich base inhibition neutralizing agent according to claim 2, is characterized in that: described organic polyamine is one or more components in diethylenetriamine, triethylene tetramine, tetraethylene pentamine, five ethene hexamines, six ethene seven amine.
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| CN104630783B (en) * | 2013-11-14 | 2017-03-08 | 中国石油天然气集团公司 | Acidification corrosion inhibitor of oil pipe containing Cr and preparation method thereof |
| CN103788723B (en) * | 2014-02-27 | 2015-06-24 | 新疆大学 | Modified soapstone, quaternary ammonium polylactide/fulvate modified soapstone composite material and preparation methods and products thereof |
| CN105001850A (en) * | 2015-07-03 | 2015-10-28 | 西南石油大学 | Preparation method of dendritic organic amine corrosion inhibitor for acidification and application thereof |
| CN107620069A (en) * | 2017-10-10 | 2018-01-23 | 戴琪 | A kind of preparation method of acidification corrosion inhibitor |
| CN110760300B (en) * | 2018-07-25 | 2021-08-27 | 中国石油天然气股份有限公司 | High-temperature acidizing corrosion inhibitor for oil well, and preparation method and application thereof |
| CN114921789B (en) * | 2022-05-24 | 2024-02-20 | 深圳市科拉达精细化工有限公司 | Neutralizing corrosion inhibitor |
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